2-(1-phenylethyl)quinoline | 1513327-00-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-(1-phenylethyl)quinoline
• CAS: 1513327-00-8
• 化学式: C₁₇H₁₅N
• 分子量: 233.313
• InChiKey: HHQLZUFACPJUIG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  phenyl(quinolin-2-yl)methanol 在 palladium on activated carbon 、 potassium tert-butylate 、 氢气 、 戴斯-马丁氧化剂 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 2-(1-phenylethyl)quinoline
  参考文献：
  名称：

  使用'Ene'还原酶和光氧化还原催化剂对杂芳族烯烃进行光酶加氢。

  摘要：

  黄素依赖性“烯”还原酶（ERED）是用于不对称还原活化烯烃的高选择性催化剂。但是，使用天然氢化物转移机制，该功能仅限于烯酮，烯酸酯和硝基烯烃。在这里，我们证明当在光氧化还原催化剂存在下用可见光照射时，EREDs可以还原乙烯基吡啶。实验证据表明，反应是通过自由基机理进行的，其中乙烯基吡啶在溶液中还原为相应的中性苄基。DFT计算显示该自由基是“动态稳定的”，这表明该自由基具有足够长的寿命，可以扩散到酶的活性位点以进行立体选择性氢原子转移。这种减少机制与本地机制不同，

  DOI：

  10.1002/anie.202003125

文献信息

• Enantioselective Copper-Catalyzed Alkylation of Quinoline <i>N</i> -Oxides with Vinylarenes
  作者：Songjie Yu、Hui Leng Sang、Shaozhong Ge

  DOI：10.1002/anie.201709411

  日期：2017.12.11

  copper‐catalyzed alkylation of quinoline N‐oxides with chiral Cu–alkyl species, generated by migratory insertion of a vinylarene into a chiral Cu−H complex, is reported. A variety of quinoline N‐oxides and vinylarenes underwent this Cu‐catalyzed enantioselective alkylation reaction, affording the corresponding chiral alkylated N‐heteroarenes in high yield with high‐to‐excellent enantioselectivity. This

  据报道，通过将乙烯基芳烃迁移插入手性Cu-H络合物中，生成具有手性Cu-烷基种类的喹啉N-氧化物与铜的非对称烷基催化烷基化反应。Cu催化的对映选择性烷基化反应使各种喹啉N-氧化物和乙烯基芳烃发生反应，从而以高收率和优异的对映选择性提供了相应的手性烷基化N-杂芳烃。该对映选择性方案代表了访问广泛的手性烷基化喹啉的第一个通用和实用方法。
• QUINOLINE DERIVATIVES FOR THE TREATMENT OF INFLAMMATORY DISEASES
  申请人：ABIVAX

  公开号：US20170204063A1

  公开（公告）日：2017-07-20

  The present invention relates to a compound of formula (I) wherein: Formula (II) means an aromatic ring wherein V is C or N and when V is N; Q is N or O, provided that R″ does not exist when Q is O; R′ independently represent a hydrogen atom or a group chosen among a (C 1 -C 3 )alkyl group, a halogen atom, a hydroxy! group, a —COOR 1 group, a —NO2 group, a —NR 1 R 2 group, a morpholinyl or a morpholino group, a N-methylpiperazinyl group, a (C 1 -C3)fluoroalkyl group, a —O—P(=O)—(OR 3 XOR 4 ) group, a (C 1 -C 4 )alkoxy group and a —CN group, and can further be a group chosen among: (IIa), (IIIa) or anyone of its pharmaceutically acceptable salt, for use in the treatment and/or prevention of an inflammatory disease.

  本发明涉及一种化合物，其化学式为（I），其中：化学式（II）表示芳香环，其中V为C或N，当V为N时，Q为N或O，但当Q为O时，R″不存在；R′独立表示氢原子或从（C1-C3）烷基，卤素原子，羟基，—COOR1基团，—NO2基团，—NR1R2基团，吗啉基或吗啉基团，N-甲基哌嗪基团，（C1-C3）氟代烷基，—O—P（=O）—（OR3XOR4）基团，（C1-C4）烷氧基和—CN基团中选择的一种基团，并且还可以是选择于（IIa），（IIIa）或其任何药学上可接受的盐，用于治疗和/或预防炎症性疾病。
• N-acyldihydroquinoline derivatives as herbicides
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：EP0579469A2

  公开（公告）日：1994-01-19

  Novel N-acyldihydroquinoline derivatives represented by the formula (I),    wherein each of R¹, R² and R³, which may be the same or different, represents a hydrogen atom; a halogen atom; a C₁-C₆ alkyl group; a C₁-C₆ alkoxy group; a a halo-C₁-C₆ alkyl group; a halo-C₁-C₆ alkoxy group; a (C₁-C₆ alkoxy)carbonyl group; a C₁-C₆ alkylthio group; a C₁-C₆ alkylamino group; a di(C₁-C₆ alkyl)amino group; a phenyl group; or a phenoxy group,    each of R⁴ and R⁵, which may be the same or different, represents a hydrogen atom or a C₁-C₆ alkyl group, or R⁴ and R⁵ are bonded together at their ends to form a C₂-C₅ alkylene group,    R⁶ represents a hydrogen atom; a halogen atom; an amino group; a C₁-C₆ alkylamino group; a di(C₁-C₆ alkyl)amino group; a (C₁-C₆ alkoxy)carbonylamino group; a cyano group; or a group represented by the formula, -C(=O)-Y-R⁷ (wherein Y represents an oxygen atom or a sulfur atom and R⁷ represents a hydrogen atom; a C₁-C₁₀ alkyl group; a C₂-C₁₀ alkenyl group; a C₂-C₁₀ alkynyl group; a halo-C₁-C₁₀ alkyl group; a halo-C₂-C₁₀ alkenyl group; a halo-C₂-C₁₀ alkynyl group; a C₃-C₁₀ cycloalkyl group; a C₃-C₁₀ cycloalkenyl group; a C₁-C₁₀ alkoxy-C₁-C₁₀ alkyl group; a C₁-C₁₀ alkylamino-C₁-C₁₀ alkyl group; a di(C₁-C₁₀ alkyl)amino-C₁-C₁₀ alkyl group; a furyl-C₁-C₁₀ alkyl group; a thienyl-C₁-C₁₀ alkyl group; a C₁-C₁₀ alkylamino group; a di(C₁-C₁₀ alkyl)amino group; -N=CH(C₁-C₁₀ alkyl) group; group; or a phenyl group optionally substituted with at least one member selected from the group consisting of (C₁-C₆ alkoxy)carbonyl groups, halogen atoms and C₁-C₆ alkyl groups; or a phenyl-C₁-C₆ alkyl group optionally substituted with at least one member selected from the group consisting of (C₁-C₆ alkoxy)carbonyl groups, halogen atoms and C₁-C₆ alkyl groups); or a group represented by the formula, (wherein each of R⁸ and R⁹, which may be the same or different, represents a hydrogen atom; a C₁-C₆ alkyl group; a C₂-C₆ alkenyl group; a C₂-C₆ alkynyl group; a halo-C₁-C₆ alkyl group; a halo-C₂-C₆ alkenyl group; a halo-C₂-C₆ alkynyl group; a C₃-C₆ cycloalkyl group; a C₃-C₆ cycloalkenyl group; an amino group; a C₁-C₆ alkylamino group; a di(C₁-C₆ alkyl)amino group; or a phenyl group optionally substituted with at least one member selected from the group consisting of halogen atoms and C₁-C₆ alkyl groups; or a phenyl-C₁-C₆ alkyl group optionally substituted with at least one member selected from the group consisting of halogen atoms and C₁-C₆ alkyl groups),    X represents CH or a nitrogen atom, a method for producing the same and their use as herbicides. The N-acyldihydroquinoline derivatives have herbicidal activity and selectivity between crops and weeds and therefore, can be used as an active ingredient for herbicides.

  由式 (I) 代表的新型 N-酰基二氢喹啉衍生物、 其中 R¹、R² 和 R³（可以相同或不同）各自代表氢原子；卤素原子；C₁-C₆ 烷基；C₁-C₆ 烷氧基；卤代-C₁-C₆ 烷基；卤代-C₁-C₆烷氧基；(C₁-C₆烷氧基)羰基；C₁-C₆烷硫基；C₁-C₆烷氨基；二(C₁-C₆烷基)氨基；苯基；或苯氧基、 R⁴ 和 R⁵ （可以相同或不同）各自代表氢原子或 C₁-C₆ 烷基，或 R⁴ 和 R⁵ 在其末端键合形成 C₂-C₅ 亚烷基、 R⁶ 代表氢原子；卤素原子；氨基；C₁-C₆ 烷基氨基；二(C₁-C₆ 烷基)氨基；(C₁-C₆ 烷氧基)羰基氨基；氰基；或由式-C(=O)-Y-R⁷代表的基团（其中 Y 代表氧原子或硫原子，R⁷ 代表氢原子；C₁-C₁₀ 烷基； C₂-C₁₀ 烯基； C₂-C₁₀ 炔基； 卤代 C₁-C₁₀ 烷基；卤代-C₂-C₁₀ 烯基； 卤代-C₂-C₁₀ 炔基； C₃-C₁₀ 环烷基； C₃-C₁₀ 环烯基； C₁-C₁₀ 烷氧基-C₁-C₁₀ 烷基； C₁-C₁₀ 烷基氨基-C₁-C₁₀ 烷基；二(C₁-C₁₀烷基)氨基-C₁-C₁₀烷基； 呋喃基-C₁-C₁₀烷基； 噻吩基-C₁-C₁₀烷基； C₁-C₁₀烷基氨基； 二(C₁-C₁₀烷基)氨基； -N=CH(C₁-C₁₀烷基)基团； 基团； 或至少被选自(C₁-C₆烷氧基)羰基、卤素原子和 C₁-C₆ 烷基组成的组中的一个成员任选取代的苯基；或苯基-C₁-C₆烷基，可任选被至少一个选自(C₁-C₆烷氧基)羰基、卤素原子和 C₁-C₆烷基组成的组的成员取代；） 或由以下式子代表的基团 (其中 R⁸ 和 R𠞙 可以相同或不同，各自代表氢原子；C₁-C₆ 烷基；C₂-C₆ 烯基；C₂-C₆ 炔基；卤代-C₁-C₆烷基； 卤代-C₂-C₆烯基； 卤代-C₂-C₆炔基； C₃-C₆环烷基； C₃-C₆环烯基； 氨基；C₁-C₆烷基氨基；二(C₁-C₆烷基)氨基；或至少被一个选自卤素原子和 C₁-C₆烷基的成员取代的苯基；或苯基-C₁-C₆烷基，可任选被至少一个选自由卤素原子和 C₁-C₆ 烷基组成的组中的成员取代）、 X代表CH或氮原子、生产方法及其作为除草剂的用途。 N-acyldihydroquinoline 衍生物具有除草活性和对作物和杂草的选择性，因此可用作除草剂的活性成分。
• 2-substituted 6-phenyl-benzoic acid derivatives, their preparation and their use as herbicides
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：EP0593252A1

  公开（公告）日：1994-04-20

  A herbicidally active biphenyl derivative and composition containint it is represented by the formula (I) wherein R¹ is a hydrogen atom or a group represented by the formula (wherein each of R⁴ and R⁵, which may be the same or different, is a hydrogen atom, a C₁-C₆ alkyl group, a C₃-C₈ cycloalkyl group, or a phenyl group optionally substituted with at least one moiety selected from C₁-C₆ alkyl groups, halogen atoms and C₁-C₆ alkoxy groups, or a benzyl group optionally substituted with at least one moiety selected from C₁-C₆ alkyl groups, halogen atoms and C₁-C₆ alkoxy groups, or R⁴ and R⁵ are bonded together at their ends to form a C₄-C₆ alkylene group optionally substituted with at least one C₁-C₆ alkyl group; or R⁴ and R⁵ are bonded together at their ends to form a C₄-C₆ alkylene group containing one or more hetero atom(s) selected from oxygen, sulfur and nitrogen atoms, optionally substituted with at least one C₁-C₆ alkyl group), each of R² and R³, which may be the same or different, is a C₁-C₆ alkyl group, a C₁-C₆ alkoxy group, a C₁-C₆ alkylthio group, a halo C₁-C₆ alkoxy group or a halogen atom, each of X¹, X² and X³, which may be the same or different, is a hydrogen atom, a hydroxyl group, a C₁-C₆ alkyl group, a halo C₁-C₆ alkyl group, a C₁-C₆ alkoxy group, a nitro group, a cyano group or a halogen atom and Y represents an oxygen atom or a sulfur atom; or agriculturally acceptable salt thereof.

  一种具有除草活性的联苯衍生物和含有该衍生物的组合物由式 (I) 表示 其中 R¹ 是氢原子或由式（I）表示的基团 (其中 R⁴ 和 R⁵ （可以相同或不同）分别为氢原子、C₁-C₆ 烷基、C₃-C₈ 环烷基或被至少一个选自 C₁-C₆ 烷基、卤素原子和 C₁-C₆ 烷氧基的分子任选取代的苯基、或至少被一个选自 C₁-C₆烷基、卤素原子和 C₁-C₆烷氧基的分子任选取代的苄基，或 R⁴ 和 R⁵ 在其两端键合形成一个 C₄-C₆ 亚烷基，该亚烷基任选被至少一个 C₁-C₆ 烷基取代；或 R⁴ 和 R⁵ 在其末端键合，形成含有一个或多个选自氧、硫和氮原子的杂原子的 C₄-C₆ 亚烷基、R²和 R³（可以相同或不同）是 C₁-C₆ 烷基、C₁-C₆ 烷氧基、C₁-C₆烷硫基、卤代 C₁-C₆烷氧基或卤原子，X¹、X² 和 X³ 中的每一个（可以相同或不同）是氢原子、羟基、C₁-C₆烷基、C₁-C₆烷氧基或卤原子、C₁-C₆烷基、卤代 C₁-C₆烷基、C₁-C₆烷氧基、硝基、氰基或卤素原子，Y 代表氧原子或硫原子；或其农业上可接受的盐。
• Cobalt-Catalyzed C-4 Selective Alkylation of Quinolines
  作者：Shohei Yamamoto、Yutaka Saga、Takashi Andou、Shigeki Matsunaga、Motomu Kanai

  DOI：10.1002/adsc.201300991

  日期：2014.2.10

  AbstractThe cobalt‐catalyzed direct C‐4 selective alkylation of quinolines is described. The reaction conditions used previously for pyridines were fully modified to achieve C‐4 selectivity in quinoline alkylation. Cobalt(II) acetate [Co(OAc)2] (2–4 mol%) in combination with butyllithium (BuLi) and pyridine was best, and C‐4 alkylation proceeded in 54–95% yield with C‐4/C‐2=>20:1–2.5:1 and branched/linear=>20:1 selectivity.magnified image